1499-46-3

Basic information

• Product Name: methyl L-histidinate
• Synonyms: methyl L-histidinate;Histidine methyl ester;(S)-2-Amino-3-(3H-imidazole-4-yl)propanoic acid methyl ester;3-(5-Imidazolyl)-L-alanine methyl ester;Histidine methyl;L-Histidine methyl;Einecs 216-109-3
• CAS NO: 1499-46-3
• Molecular Formula: C₇H₁₁N₃O₂
• Molecular Weight: 169.18114
• EINECS: 216-109-3
• Mol File: 1499-46-3.mol
• Article Data: 20

Chemical Properties

• Melting Point: 247-250 °C (decomp)
• Boiling Point: 368.2 °C at 760 mmHg
• Flash Point: 176.5 °C
• Appearance: /
• Density: 1.259 g/cm³
• Vapor Pressure: 1.29E-05mmHg at 25°C
• Refractive Index: 1.55
• PKA: pK1:5.01(＋2);pK2:7.23(＋1)_x0003_ (25°C,μ=0.1)
• CAS DataBase Reference: methyl L-histidinate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl L-histidinate(1499-46-3)
• EPA Substance Registry System: methyl L-histidinate(1499-46-3)

Safety Data

• Hazardous Substances Data: 1499-46-3(Hazardous Substances Data)

Usage

Description

Methyl L-histidinate is a chemical compound derived from the amino acid histidine, known for its umami taste-enhancing properties and potential health benefits, including antioxidant and anti-inflammatory effects. It is widely used in the food and pharmaceutical industries as a flavoring agent and dietary supplement, considered safe for consumption.

Uses

Used in Food Industry:
Methyl L-histidinate is used as a flavoring agent to enhance the umami taste in various food products, improving their flavor and taste profile.
Used in Pharmaceutical Industry:
Methyl L-histidinate is used as a dietary supplement due to its potential health benefits, such as antioxidant and anti-inflammatory properties, contributing to overall well-being and supporting the body's natural defenses.

InChI:InChI=1/C7H11N3O2/c1-12-7(11)6(8)2-5-3-9-4-10-5/h3-4,6H,2,8H2,1H3,(H,9,10)

Upstream product

• 328526-86-9 (R)-histidine monohydrochloride monohydrate 
• 67-56-1 methanol 
• 71-00-1 L-histidine 
• 351-50-8 D-histidin 
• 6341-24-8 D-histidine monohydrochloride 
• 1604-44-0 N-α-trifluoroacetyl-L-histidine methyl ester 
• 17791-52-5 N-(tert-butoxycarbonyl)-L-histidine 
• 4467-54-3 l-histidine methyl ester dihydrochloride 
• 4467-54-3 histidine methyl ester hydrochloride 
• 69614-04-6 S-(+)-7-Methoxycarbonyl-5,6,7,8-tetrahydroimidazo<1,5-c>pyrimidin-5-on 
• 71-00-1 L-histidine 
• 645-35-2 L-histidine monohydrochloride 
• 4098-71-9 isophorone diisocyanate 
• 5619-10-3 L-histidine methyl ester dihydrochloride 

Downstream Products

• 2592-22-5 Benzyloxycarbonyl-Leu-His-OMe 
• 7390-13-8 Z-Gln-His-OMe 
• 79416-20-9 N-lauroyl-L-phenylalanyl-L-histidine methyl ester 
• 16689-13-7 benzyloxycarbonyl-(S)-phenylalanyl-(S)-histidine methyl ester 
• 77935-34-3 Boc-Tyr(Bzl)-His-OMe 
• 145401-89-4 N^α,N^im-bis<(R)-α-methylbenzylcarbamoyl>-L-histidine methyl ester 
• 100642-67-9 Z(OMe)-Asn-His-OMe 
• 103633-20-1 N-[(+/-)-2-(1-naphthylmethyl)-3-(phenethylcarbamoyl)propionyl]-L-histidine methyl ester 
• 79416-21-0 β-benzyl ester of N-lauroyl-L-aspartic acid-α-L-histidine methyl ester 
• 98189-15-2 BzOCO-D-Pip-L-His-OMe 
• 84980-07-4 N-<6-<-2-(carbamoyl)ethyl>amino>methyl>pyridine-2-carbonyl>-L-histidine methyl ester 
• 37399-50-1 Z-Ile-His-OMe 
• 96386-78-6 benzyloxycarbonyl-L-<3-(1-naphthyl)>alanyl-L-histidine hydrazide 
• 105424-51-9 (2S,3S)-3-[(S)-2-(1H-Imidazol-4-yl)-1-methoxycarbonyl-ethylamino]-2-(trityl-amino)-butyric acid methyl ester 

Relevant articles and documents

Design, synthesis and evaluation of XZH-5 analogues as STAT3 inhibitors

Inhibition of the signaling pathways of signal transducer and activator of transcription 3 (STAT 3) has shown to be a promising strategy to combat cancer. In this paper we report the design, synthesis and evaluation of a novel class of small molecule inhibitors, that is, XZH-5 and its analogues, as promising leads for further development of STAT3 inhibitors. Preliminary SARs was established for XZH-5 and its derivatives; and the binding modes were predicted by molecular docking. Lead compounds with IC50 as low as 6.5 μM in breast cancer cell lines and 7.6 μM in pancreatic cancer cell lines were identified.

NITROGEN-CONTAINING COMPOUND, METHOD FOR MANUFACTURING THE SAME, AND OPTICAL FUNCTIONAL MATERIAL INCLUDING THE SAME

PROBLEM TO BE SOLVED: To provide a novel nitrogen-containing compound having luminescence property. SOLUTION: A nitrogen-containing compound represented by the following formula (I) in which RA, RB, R1, R2, R3, R4, and X are either one of the following (1) and (2). SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Histidine–dialkoxyanthracene dyad for selective and sensitive detection of mercury ions

Histidine-dialkoxyanthracene (HDA) was synthesised as a turn off type fluorescent sensor for fast and sensitive detection of mercury ions (Hg2+) in aqueous media. The two histidine moieties act as ‘claws’ to selectively complex Hg2+. The binding ratio of HDA to Hg2+ was 1:1 (metal-to-ligand ratio). The association constant for Hg2+ towards the receptor HDA obtained from Benesi–Hildebrand plot was found to be 3.22?×?104?M?1 with detection limit as low as 4.7?nM (0.94?μg/L).

Discovery of a Membrane-Active, Ring-Modified Histidine Containing Ultrashort Amphiphilic Peptide That Exhibits Potent Inhibition of Cryptococcus neoformans

The new structural classes of ultrashort peptides that exhibit potent microbicidal action have potential as future drugs. Herein, we report that C-2 arylated histidines containing tripeptides His(2-Ar)-Trp-His(2-Ar) exhibit potent antifungal activity against Cryptococcus neoformans with high selectivity. The most potent peptide 12f [His(2-biphenyl)-Trp-His(2-biphenyl)] displayed high in vitro activity against C. neoformans (IC50 = 0.35 μg/mL, MIC = MFC = 0.63 μg/mL) with a selectivity index of >28 and 2 times higher potency compared to amphotericin B. Peptide 12f exhibited proteolytic stability, with no apparent hemolytic activity. The mechanism of action study of 12f by confocal laser scanning microscopy and electron microscopy indicates nuclear fragmentation and membrane disruption of C. neoformans cells. Combinations of 12f with fluconazole and amphotericin B at subinhibitory concentration were synergistic against C. neoformans. This study suggests that 12f is a new structural class of amphiphilic peptide with rapid fungicidal activity caused by C. neoformans.